Kid-friendly holiday rentals in Winter Haven
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Winter Haven
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Haven family-friendly rentals
Kid-friendly house rentals
Home in Lake Alfred
5.0 out of 5 average rating, 132 reviewsLA Loft, Upstairs private studio
19–26 Oct
Home in Winter Haven
4.9 out of 5 average rating, 154 reviewsHidden Haven Lakehouse Pool by Legoland
2–9 Sep
Home in Winter Haven
4.89 out of 5 average rating, 261 reviewsThe Old Haven - An Enduring Piece of Nostalgia
8–15 Aug
Home in Lakeland
4.9 out of 5 average rating, 380 reviewsCharming guest house
13–20 Dec
Home in Haines City
4.88 out of 5 average rating, 136 reviews3 Bedroom Executive with Private Pool near Disney
18–25 Nov
Home in Auburndale
4.95 out of 5 average rating, 136 reviewsthree bedroom family house, near legoland
9–16 Jun
Home in Lakeland
4.96 out of 5 average rating, 116 reviewsCute, Historic District Home - GREAT LOCATION
26 Aug – 2 Sep
Home in Haines City
4.82 out of 5 average rating, 106 reviewsSouthern Dunes Golf Vacation Villa
7–14 Oct
Family-friendly apartment rentals
Flat in Lakeland
4.92 out of 5 average rating, 221 reviewsDowntown Lakeland - 2 bed/1bath Luxury Apartment
18–25 Aug
Flat in Lakeland
4.96 out of 5 average rating, 292 reviewsCottage On Cambridge
26 Aug – 2 Sep
Flat in Lakeland
4.88 out of 5 average rating, 229 reviewsCozy Downtown Suite 2BR / 1BA No Cleaning Fee
30 Sep – 7 Oct
Flat in Lakeland
4.97 out of 5 average rating, 150 reviewsYour Charming Place in Central Florida
10–17 Nov
Flat in Davenport
4.86 out of 5 average rating, 243 reviewsRecently Award Winning Renovated 2+2 Near Disney
30 Sep – 7 Oct
Flat in Orlando
4.98 out of 5 average rating, 138 reviewsEntire Lovely & Cozy Centrally Located Place
24–31 Aug
Flat in Kissimmee
4.88 out of 5 average rating, 267 reviewsKing Bed Family Condo Orlando Disney Universal
2–9 Aug
Flat in Kissimmee
4.82 out of 5 average rating, 229 reviews☆ SPECTACULAR CONDO ☆ only 4 Miles to Disney!
21–28 Nov
Family-friendly apartment rentals
Apartment in Davenport
4.85 out of 5 average rating, 268 reviewsNear Disney w POOL 3BR/2BA Tuscany-style -Sleeps 8
6–13 Sep
Apartment in Davenport
4.84 out of 5 average rating, 140 reviewsFull Service Gated Resort, Close to Disney & MCO!
8–15 Sep
Apartment in Davenport
4.92 out of 5 average rating, 377 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
9–16 Nov
Apartment in Davenport
4.97 out of 5 average rating, 152 reviewsDisney Orlando Bahama Bay Resort Theme Parks &More
30 Nov – 7 Dec
Apartment in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
8–15 Sep
Apartment in Kissimmee
4.98 out of 5 average rating, 290 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
21–28 Nov
Apartment in Four Corners
4.86 out of 5 average rating, 107 reviews"Ocean's Gate" - 2BD/2BA condo near Disney
4–11 Dec
Apartment in Kissimmee
4.96 out of 5 average rating, 155 reviewsWelcome to our Son Shine condo ....
4–11 Jan
Quick stats about holiday rentals that are kid-friendly in Winter Haven
Total rentals
80 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5.5T reviews
Nightly prices starting at
₹3,336 before taxes and fees
Destinations to explore
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